Compositions and methods for treating hair

ABSTRACT

Disclosed herein are compositions suitable for styling hair. Certain compositions comprise
         a. at least one alkoxysilane having at least one solubilizing functional group and at least one amino substituent; and   b. at least one carboxylic acid-containing latex film former.
 
The at least one alkoxysilane may be neutralized by the at least one carboxylic acid-containing latex film former. Also provided are method of using same.

FIELD OF THE INVENTION

The disclosure relates to compositions for use on keratinous substances.In particular, it relates to compositions and methods for styling thehair.

BACKGROUND

Compositions for styling the hair are known, such as, for example, hairspray compositions, hair gels and mousses, hair volumizing compositions,hair smoothing creams, lotions, serums, oils, clays, etc. The goals ofmany hair styling compositions include holding or fixing the hair in aparticular shape, imparting or increasing volume of the hair, smoothingthe hair, and/or decreasing or eliminating the appearance of frizz.

Current products for styling the hair typically include water-solublefilm-forming polymers. Depending on the chemical make-up of thesepolymers, they may be either soluble in water, or they may be waterinsoluble polymers which are made water soluble via various chemicalmodifications, such as neutralization. Solutions comprising thesepolymers tend to be viscous, and often as the concentration of thepolymer increases, its viscosity rapidly increases. In stylingapplications, as the solvent evaporates, the polymer solution becomesthicker on the hair surface, resulting in a sticky or tacky film. Theseproducts also tend to exhibit problems with product spreadability, hairmanageability, and humidity resistance, which is especially a problem inhot and humid environments.

Particularly, while previous compositions comprising latex polymers mayprovide clean properties to the hair given its anionic nature, the cleanproperties can translate into difficult application and/or distributionof the product, quick absorption, dryness, and/or possibly static in thehair. The presence of film formers can also leave the hair with a stiff,crunchy, and/or sticky feel. Often, other ingredients and traditionalsilicones may be used in combination with latex polymers to overcome thebrittleness and stiffness that may result from the use of latex polymersin hair compositions. However, this tends to make the hair feel greasyand oily and it can still be challenging for manufacturers toincorporate new ingredients into the compositions because this maynegatively impact performance, certain cosmetic attributes, texture, andformulation stability. Alternative conditioning agents, such asnon-ionic silicones and humectants, can actually plasticize the filmproduced by the product, thus affecting its high humidity curlretention, and creating build up, which weighs down the hair.

There is thus a need for new hair styling products which address one ormore of these problems.

SUMMARY

One aspect of the invention pertains to a hair styling composition. Inone or more embodiments, the composition comprises:

-   -   a. at least one alkoxysilane having at least one solubilizing        functional group and at least one amino substituent; and    -   b. at least one carboxylic acid-containing latex film former.

In some embodiments, the at least one alkoxysilane comprises a compoundof formula (I):

wherein:

R₄ is chosen from OR′ groups;

R₅ is chosen from OR″ groups;

R₆ is chosen from OR′″ groups;

R₁, R₂ are chosen from hydrogen;

R₃, R′, R″, R′″, which may be identical or different, are chosen fromlinear and branched, saturated and unsaturated hydrocarbon groups,optionally bearing at least one additional chemical group, wherein R′,R″, and R′″ may also be chosen from hydrogen. In one or moreembodiments, the at least one alkoxysilane comprises3-aminopropyltriethoxysilane. In some embodiments, the at least onealkoxysilane is present in an amount of from about 0.01 to about 10% byweight of the total composition. In one or more embodiments, the atleast one carboxylic acid-containing latex film former is selected fromthe group consisting of acrylates copolymer, polyacrylate-2crosspolymer, styrene/acrylic copolymer, acrylates/hydroxyestersacrylates copolymer, styrene/acrylates copolymer,styrene/acrylates/ammonium methacrylate copolymer, acrylates/beheneth-25methacrylate crosspolymer copolymer, acrylates/steareth-20-25methacrylate crosspolymer copolymer, acrylic copolymer, polyacrylate-15or mixtures thereof. In some embodiments, the at least one carboxylicacid-containing latex film former is present in an amount of from about0.1 to about 20% by weight of the total composition. In one or moreembodiments, the composition further comprises a nonionic latex filmformer. In some embodiments, the nonionic latex film former is selectedfrom the group consisting of acrylates copolymer, polyacrylate-2crosspolymer, styrene/acrylates copolymer, acrylates/ethylhexyl acrylatecopolymer and combinations thereof. In one or more embodiments, thenonionic latex film former is present in an amount of from about 0.1 toabout 10% by weight of the total composition. In some embodiments, thecomposition further comprises a plasticizer. In one or more embodiments,the composition does not further comprise an acid.

Another aspect of the invention pertains to hair styling compositioncomprising at least one alkoxysilane having at least one solubilizingfunctional group and at least one amino substituent at least partiallyneutralized with at least one carboxylic acid-containing latex filmformer.

In some embodiments, the at least one alkoxysilane comprises a compoundof formula (I):

wherein:

R₄ is chosen from OR′ groups;

R₅ is chosen from OR″ groups;

R₆ is chosen from OR′″ groups;

R₁, R₂ are chosen from hydrogen;

R₃, R′, R″, R′″, which may be identical or different, are chosen fromlinear and branched, saturated and unsaturated hydrocarbon groups,optionally bearing at least one additional chemical group, wherein R′,R″, and R′″ may also be chosen from hydrogen. In one or moreembodiments, the at least one alkoxysilane comprises3-aminopropyltriethoxysilane. In some embodiments, the at least onealkoxysilane is present in an amount of from about 0.01 to about 10% byweight of the total composition. In one or more embodiments, the atleast one carboxylic acid-containing latex film former is selected fromthe group consisting of acrylates copolymer, polyacrylate-2crosspolymer, styrene/acrylic copolymer, acrylates/hydroxyestersacrylates copolymer, styrene/acrylates copolymer,styrene/acrylates/ammonium methacrylate copolymer, acrylates/beheneth-25methacrylate crosspolymer copolymer, acrylates/steareth-20-25methacrylate crosspolymer copolymer, acrylic copolymer, polyacrylate-15or mixtures thereof. In some embodiments, the at least one carboxylicacid-containing latex film former is present in an amount of from about0.1 to about 20% by weight of the total composition. In one or moreembodiments, the composition further comprises a nonionic latex filmformer. In some embodiments, the nonionic latex film former is selectedfrom the group consisting of acrylates copolymer, polyacrylate-2crosspolymer, styrene/acrylates copolymer, acrylates/ethylhexyl acrylatecopolymer and combinations thereof. In one or more embodiments, thecomposition further comprises a plasticizer. In some embodiments, thecomposition does not further comprise an acid.

Another aspect of the invention pertains to a method of styling hair. Inone or more embodiments, the method comprises any of the hair stylingcompositions described herein to hair. In some embodiments, the methodfurther comprises shaping the hair.

It is to be understood that both the foregoing general description andthe following detailed description present various embodiments of thedisclosure, and are intended to provide an overview or framework forunderstanding the nature and character of the claims.

DETAILED DESCRIPTION

One aspect of the invention pertains to a hair styling compositioncomprising:

-   -   a. at least one alkoxysilane having at least one solubilizing        functional group and at least one amino substituent; and    -   b. at least one carboxylic acid-containing latex film former.

In one or more embodiments, the alkoxysilane is at least partiallyneutralized with the at least one carboxylic acid-containing latex filmformer. It has been surprisingly discovered that the combination ofalkoxysilanes, acid and carboxylic acid-containing latex film formerprovides good film adhesion, anti-frizz properties, and easy applicationfor hair, while also providing the benefit of not requiringpre-neutralization of the alkoxysilane. While not wishing to be bound toany particular theory, it is thought that the alkoxysilane forms acomplex with the carboxylic acid groups on the latex film former. Afterapplication of the composition to hair fiber, this complex condenses toform a larger and robust network. This robust film containscovalently-linked siloxane and ionically-linked film former andalkoxysilane.

Alkoxysilane

The hair styling compositions described herein comprise at least onealkoxysilane having at least one solubilizing functional group and atleast one amino substituent. In one or more embodiments, thealkoxysilane is cationic. The cationic alkoxysilane may be neutralizedby one or more acids present in the composition. In some embodiments,the composition may comprise more than one alkoxysilane. In furtherembodiments any additional alkoxysilanes are neutralizable. As usedherein, “neutralizable” alkoxysilane means that the compound containsneutralizable moieties such as amine and thiol groups. In someembodiments, the additional alkoxysilanes may be non-neutralizable. Asused herein, “non-neutralizable” alkoxysilane means that thealkoxysilane does not contain such neutralizable moieties.

The at least one alkoxysilane comprising at least one basic functionalgroup that is present in the compositions disclosed herein, is chosenfrom organosilanes comprising one, two or three silicon atoms, such asone or two silicon atoms. They should also comprise at least one basicchemical function. The at least one basic chemical functional group maycorrespond to any function that confers a basic nature on the siliconcompound, and is, for instance, an amine function such as a primary,secondary or tertiary amine function. The basic chemical function of thesilicon compounds according to the present disclosure may optionallycomprise other functions, such as, another amine function, an acidfunction or a halogen function.

The at least one alkoxysilane comprising at least one basic functionalgroup that is present in the compositions according to the presentdisclosure, can also comprise at least two hydrolysable or hydroxylgroups per molecule. The hydrolysable groups are chosen, for example,from alkoxy, aryloxy and halogen groups. They may also optionallycomprise other chemical functions such as acid functions.

According to at least one embodiment of the present disclosure, the atleast one alkoxysilane comprising at least one basic functional groupthat is present in the compositions disclosed herein is chosen from theentities of formula (I):

wherein:R₄ is chosen from halogens, OR′ and R′₁;R₅ is chosen from halogens, OR″ and R′₂;R₆ is chosen from halogens, OR′″ and R′₃;R₁, R₂, R₃, R′, R″, R′″, R′₁, R′₂ and R′₃ are each independently chosenfrom linear and branched, saturated and unsaturated hydrocarbon-basedgroups optionally bearing additional chemical groups such as acid oramine groups, it also being possible for R₁, R₂, R′, R″ and R′″ to behydrogens, and at least two of the R₄, R₅ and R₆ groups are differentfrom the R′₁, R′₂ and R′₃ groups.

In at least one embodiment, the R₁, R₂, R′, R′₁, R′₂, R′₃, R″ and R′″groups are chosen from C₁-C₁₂ alkyl, C₅-C₁₄ aryl,(C₁-C₈)alkyl(C₅-C₁₄)aryl and (C₁-C₁₄)aryl(C₁-C₈)alkyl radicals.

In at least one embodiment, the R₃ group is chosen from C₁-C₁₂ alkylene,optionally substituted with an amino group, C₅-C₁₄ arylene,(C₁-C₈)alkylene(C₅-C₁₄)arylene and (C₅-C₁₄)arylene(C₁-C₈)alkyleneradicals.

According to another embodiment of the present disclosure, the at leastone alkoxysilane comprising at least one basic functional groupcorresponding to the formulae (I) is chosen from, for instance,3-aminopropyltriethoxysilane, 3-aminopropylmethyldiethoxysilane,N-(2-aminoethyl)-3-aminopropylltriethoxysilane and3-(2-aminoethylamino)propylmethyldiethoxysilane.

According to another embodiment, the at least one alkoxysilanecomprising at least one basic functional group that is used according tothe present disclosure is chosen from the entities of formula (II):(R₂₁O)_(x)(R₂₂)_(y)Si—(B)_(p)—[NR₂₃—(B′)_(p′)]_(q)—[NR′₂₃—(B″)_(p″)]_(q′)—(R′₂₂)_(y′)(OR′₂₁)_(x′)  (II)wherein:R₂₁, R₂₂, R′₂₁ and R′₂₂ are each independently chosen from linear andbranched, saturated and unsaturated hydrocarbon-based chains optionallycomprising at least one heteroatom, optionally interrupted orsubstituted with at least one group chosen from ether, ester, amine,amide, carboxyl, hydroxyl and carbonyl groups,x is an integer ranging from 1 to 3, y=3-x, x′ is an integer rangingfrom 1 to 3, y′=3-x′, p=0 or 1, p′=0 or 1, p″=0 or 1, q=0 or 1, q′=0 or1, it being understood that at least q or q′ is other than zero,B, B′ and B″ are each independently chosen from linear and branchedC₁-C₂₀ alkylene divalent radicals,R₂₃ and R′₂₃ are each independently chosen from hydrogen atoms, andlinear and branched, saturated and unsaturated hydrocarbon-based chainsoptionally comprising at least one heteroatom, optionally interrupted orsubstituted with at least one group chosen from ether, C₁-C₂₀ alkylester, amine, carboxyl, alkoxysilane, C₆-C₃₀ aryl, hydroxyl and carbonylgroups, or a heterocyclic or nonheterocyclic aromatic ring optionallysubstituted with at least one group chosen from C₃-C₂₀ alkyl ester,amine, amide, carboxyl, alkoxysilane, hydroxyl, carbonyl and acylgroups.

As explained above, R₂₁, R₂₂, R′₂₁, R′₂₂, R₂₃ and R′₂₃ are eachindependently chosen from hydrocarbon-based chains. As used herein,“hydrocarbon-based chain” is intended to mean a chain containing 1 to 30carbon atoms, such as 1 to 10 carbon atoms.

In at least one embodiment, the aromatic ring contains from 6 to 30carbon atoms, for example, an optionally substituted phenyl radical.

According to at least one embodiment, R₂₁=R′₂₁; R₂₂=R′₂₂; x=x′; y=y′;p=p′; B=B′; q=1 and q′=0.

In at least one embodiment, the at least one alkoxysilane comprising atleast one basic functional group is chosen from the entities of formula(II), wherein:

R₂₁, R₂₂, R′₂₁ and R′₂₂, which may be identical or different, are chosenfrom C₁-C₄ alkyl groups,

p=p′=1;

B and B′, which may be identical or different, are chosen from linearC₁-C₄ alkylene groups, and

R₂₃ is hydrogen.

For example, the at least one alkoxysilane comprising at least one basicfunctional group may comprise a substituent comprising a secondary aminefunction, such as the bis[3-(triethoxysilyl)propyl]amine of formula(CH₃CH₂O)₃—Si(CH₂)₃NH(CH₂)₃Si(OCH₂CH₃)₃ proposed by the companyFluorochem, the bis[trimethoxysilylpropyl]amine of formula(CH₃O)₃—Si(CH₂)₃NH(CH₂)₃Si(OCH₃)₃ proposed by the company Gelest, thebis[methyldiethoxysilylpropyl]amine of formula(CH₃CH₂O)₂CH₃Si(CH₂)₃NH(CH₂)₃SiCH₃(OCH₂CH₃)₂ proposed by the companyGelest and the bis[3-trimethoxysilylpropyl]ethylenediamine of formula(CH₃O)₃Si(CH₂)₃NH(CH)₂NH(CH₂)₃Si(OCH₃)₃ proposed by the company Gelest.In at least one embodiment of the present disclosure,bis[3-(triethoxysilyl)propyl]amine andbis[methyldiethoxysilylpropyl]amine are used.

According to another embodiment of the present disclosure, the at leastone alkoxysilane comprising at least one basic functional group ischosen from the entities of formula (III):

wherein:R₂₄ and R₂₅ are each independently chosen from linear and branched,saturated and unsaturated hydrocarbon-based chains optionally comprisingat least one heteroatom, optionally interrupted or substituted with atleast one group chosen from ether, ester, amine, amide, carboxyl,hydroxyl and carbonyl groups,x″=2 or 3;y″3-x″;n′=0 or 1; andn″=0 or 1;E and E′ are each independently chosen from linear and branched C₁-C₂₀alkylene divalent radicals,R₂₆ and R₂₇ are each independently chosen from a hydrogen atom andlinear and branched, saturated and unsaturated hydrocarbon-based chainsoptionally comprising at least one heteroatom, optionally interrupted orsubstituted with at least one group chosen from ether, C₁-C₂₀ alkylester, amine, carboxyl, alkoxysilane, C₆-C₃₀ aryl, hydroxyl and carbonylgroups, or a heterocyclic or nonheterocyclic aromatic ring optionallysubstituted with at least one group chosen from C₁-C₂₀ alkyl ester,amine, amide, carboxyl, alkoxysilane, hydroxyl, carbonyl and acylgroups,r is an integer ranging from 0 to 4,r′=0 or 1, andeach instance of R₂₈ is independently chosen from a hydrogen atom andlinear and branched, saturated and unsaturated, C₁-C₁₀,hydrocarbon-based chains optionally comprising at least one heteroatom,optionally interrupted or substituted with at least one group chosenfrom ether, C₁-C₂₀ alkyl ester, amine, carboxyl, alkoxysilane, C₆-C₃₀aryl, hydroxyl and carbonyl groups, or a heterocyclic or nonheterocyclicaromatic ring optionally substituted with at least one group chosen fromC₁-C₂₀ alkyl ester, amine, amide, carboxyl, alkoxysilane, hydroxyl,carbonyl and acyl groups.

As explained above, R₂₄, R₂₅′ R₂₆ and R₂₇ are each independently chosenfrom hydrocarbon-based chains. As used herein, “hydrocarbon-based chain”is intended to mean a chain containing from 1 to 30 carbon atoms, suchas containing from 1 to 10 carbon atoms.

In at least one embodiment, the aromatic ring contains from 6 to 30carbon atoms, for example an optionally substituted phenyl radical.

The at least one alkoxysilane comprising at least one basic functionalgroup of formula (III), may be chosen wherein:

R₂₄ is a C₁-C₄ alkyl,

x″=3, n′=n″=1; r=r′=0, and

R₂₆ and R₂₇ are each independently chosen from a hydrogen atom andgroups chosen from C₁-C₄ alkyl, C₁-C₄ hydroxyalkyl and C₁-C₄aminoalkylgroups.

In at least one embodiment, the at least one alkoxysilane comprising atleast one basic functional group of formula (III), may be chosen from,for example:

3-(m-aminophenoxy)propyltrimethoxysilane, of formula:

p-aminophenyltrimethoxysilane, of formula:

andN-(2-aminoethylaminomethyl)phenethyltrimethoxysilane, of formula:

In another embodiment, the at least one alkoxysilane comprising at leastone basic functional group may comprise at least one primary orsecondary amine function.

In yet another embodiment, the at least one alkoxysilane comprising atleast one basic functional group that can be used in the compositionsdisclosed herein, correspond to formula (I):

wherein:R₁ and R₂, are each independently chosen from a hydrogen atom and ethyl,propyl and aminoethyl groups;R₃ is chosen from ethyl, propyl and methylphenethyl groups;R₄, R₅ and R₆ are each independently chosen from methyl, methoxy andethoxy groups.

Non-limiting examples of the at least one alkoxysilane of formula (I)include, but are not limited to: 3-aminopropyltriethoxysilane (APTES),3-aminoethyltriethoxysilane (AETES), 3-aminopropylmethyldiethoxysilane,N-(2-aminoethyl)-3-aminopropyltriethoxysilane andN-(2-aminoethylaminomethyl)phenethyltrimethoxysilane of formula:

In one or more embodiments, the alkoxysilane is present in an amount offrom about 0.1, 0.2, 0.3, 0.4, 0.5 to about 0.5, 0.6, 0.7, 0.8, 0.9, 1,2, 3, 4 or 5 wt. % of the total composition.

Latex Film Former

The compositions according to the disclosed embodiments comprise atleast one carboxylic acid-containing latex polymer, wherein at least onelatex polymer is a film-forming polymer. Said carboxylic acid-containinglatex polymers may be ionic (i.e., anionic) or amphoteric. Saidamphoteric latex polymer will include cationic and anionic groups, butthe overall charge may be either anionic or cationic. In someembodiments, the composition further comprise at least one nonioniclatex polymer. In one or more embodiments, the composition furthercomprises at least one cationic latex polymer.

In one or more embodiments, the carboxylic acid-containing latex polymeris present in an amount of about 0.1, 0.2, 0.3, 0.4, 0.5, 1, 2.5, 2,2.5, 3, 3.5, 4, 4.5 to about 2, 3, 4, 5, 6, 7, 8, 9, 10, 15 or 20 wt. %by weight of the total composition. In embodiments where the compositionalso comprises a nonionic latex film former, the nonionic latex filmformer is present in an amount of about 0.1, 0.2, 0.3, 0.4, 0.5, 1, 2.5,2, 2.5, 3, 3.5, 4, 4.5 to about 2, 3, 4, 5, 6, 7, 8, 9, 10, 15 or 20 wt.% by weight of the total composition.

As used herein, a film-forming polymer is meant to include a polymerthat is capable, by itself or in the presence of an auxiliaryfilm-forming agent, of forming a macroscopically continuous film thatadheres to keratin materials, and preferably a cohesive film, betterstill, a film whose cohesion and mechanical properties are such thatsaid film can be isolated and manipulated individually, for example,when said film is prepared by pouring onto a non-stick surface such asTeflon-coated or silicone-coated surface. In addition, as used herein, anon-film-forming polymer is meant to include a polymer which will notform a film at or below ambient temperature, or in other words, willonly form a film at temperatures above ambient. For purposes of thisdisclosure, ambient temperature is below about 40° C., such as rangingfrom about 15° C. to about 30° C.

In various embodiments, the latex polymer may be provided in the form ofaqueous dispersions prior to formulating the compositions of thedisclosure. In other embodiments, the aqueous dispersions may beobtained through an emulsion polymerization of monomers wherein theresulting latex polymers have a particle size less than about 1 μm. Incertain other embodiments, a dispersion prepared by the polymerizationin water of one or more monomers having a polymerizable double bond maybe chosen. In other embodiments, the latex polymers are produced fromcondensation reactions between monomers and subsequently dispersed in anaqueous medium.

In various embodiments, the latex polymers may exist as dispersedpolymer particles in a dispersion medium, such as an aqueous dispersionmedium. In other embodiments, the latex polymers may be dispersed inindependent dispersion media. In further embodiments, the latex polymersmay be dispersed together in the same dispersion medium.

The dispersion medium comprises at least one solvent chosen from water.The dispersion medium may further comprise at least one solvent chosenfrom cosmetically acceptable organic solvents. Cosmetically acceptableorganic solvents may, in various embodiments, be water-miscible, e.g.capable of forming at about 25° C. a homogeneous mixture that istransparent, or substantially transparent, to the eye. For instance,cosmetically acceptable organic solvents may be chosen from lowermonoalcohols, such as those containing from about 1 to 5 carbon atoms,for example ethanol or isopropanol; polyols, including glycols, such asthose containing from about 2 to 8 carbon atoms, for example propyleneglycol, ethylene glycol, 1,3-butylene glycol, dipropylene glycol,hexylene glycol, or glycerin; hydrocarbons, for example, isododecane ormineral oil; or silicones, for example dimethicones, cyclic dimethicones(INCI name: cyclomethicones), or cyclopentasiloxane; or mixturesthereof.

In other embodiments, the solvent of the dispersion medium compriseswater. In other embodiments, the solvent of the dispersion mediumcomprises water and at least one cosmetically acceptable organicsolvent. In further embodiments, the solvent comprises water. In furtherembodiments, the solvent of the dispersion medium primarily consistsessentially of water. For example, the solvent of the dispersion mediummay, in at least certain exemplary embodiments, comprise greater thanabout 50% water, greater than about 55% water, greater than about 60%water, greater than about 65% water, greater than about 70% water,greater than about 75% water, greater than about 80% water, greater thanabout 85% water, greater than about 90% water, greater than about 95%water, greater than about 96% water, greater than about 97% water,greater than about 98% water, or greater than about 99% water.

In various embodiments, the latex polymer particles are not soluble inthe solvent of the dispersion medium, i.e. are not water soluble and/orare not soluble in the at least one cosmetically acceptable organicsolvent. Accordingly, the latex polymers retain their particulate formin the solvent or solvents chosen.

In certain embodiments, latex particles according to the disclosure mayhave an average diameter ranging up to about 1000 nm, from about 50 nmto about 800 nm, or from about 100 nm to about 500 nm. Such particlesizes may be measured with a laser granulometer (e.g. Brookhaven B190).

In certain embodiments, the latex polymers may be chosen from acrylatelatex polymers, such as those resulting from the homopolymerization orcopolymerization of monomers chosen from (meth)acrylics,(meth)acrylates. The term “(meth)acryl” and variations thereof, as usedherein, means acryl or methacryl.

In certain embodiments, the (meth)acrylic monomers may be chosen fromacrylic acid, methacrylic acid, citraconic acid, itaconic acid, maleicacid, fumaric acid, crotonic acid, maleic anhydride, or mixturesthereof.

In certain embodiments, the (meth)acrylic monomers may be chosen fromC1-C8 alkyl (meth)acrylic, methyl (meth)acrylic, ethyl (meth)acrylic,propyl (meth)acrylic, isopropyl (meth)acrylic, butyl (meth)acrylic,tert-butyl (meth)acrylic, pentyl(meth) acrylic, isopentyl (meth)acrylic,neopentyl (meth)acrylic, hexyl (meth)acrylic, isohexyl (meth)acrylic,2-ethylhexyl (meth)acrylic, cyclohexyl (meth)acrylic, isohexyl(meth)acrylic, heptyl (meth)acrylic, isoheptyl (meth)acrylic, octyl(meth)acrylic, isooctyl (meth)acrylic, or mixtures thereof.

In certain embodiments, the esters of (meth)acrylic monomers may bechosen from C1-C8 alkyl (meth)acrylate, methyl (meth)acrylate, ethyl(meth)acrylate, propyl (meth)acrylate, isopropyl (meth)acrylate, butyl(meth)acrylate, tert-butyl (meth)acrylate, pentyl(meth) acrylate,isopentyl (meth)acrylate, neopentyl (meth)acrylate, hexyl(meth)acrylate, isohexyl (meth)acrylate, 2-ethylhexyl (meth)acrylate,cyclohexyl (meth)acrylate, isohexyl (meth)acrylate, heptyl(meth)acrylate, isoheptyl (meth)acrylate, octyl (meth)acrylate, isooctyl(meth)acrylate, allyl (meth)acrylate, or combinations thereof.

In certain embodiments, the esters of (meth)acrylic monomers may bechosen from C1-C8 alkoxy (meth)acrylate, methoxy (meth)acrylate, ethoxy(meth)acrylate, propyl oxide (meth)acrylate, isopropyl oxide(meth)acrylate, butyl oxide (meth)acrylate, tert-butyl oxide(meth)acrylate, pentyl oxide (meth) acrylate, isopentyl oxide(meth)acrylate, neopentyl oxide (meth)acrylate, C2-C6 hydroxy alkyl(meth)acrylates, hydroxy ethyl (meth)acrylate, 2-hydroxypropyl(meth)acrylate, glycidyl (meth)acrylate, ethylene glycoldi(meth)acrylate, polyethylene glycol mono(meth)acrylate, 1,4-butanediol di(meth)acrylate, 1,6,hexane diol di(meth)acrylate, aryl(meth)acrylates benzyl (meth)acrylate, phenyl (meth)acrylate, ormixtures thereof.

In certain embodiments, the esters can further contain amino groups suchas aminoethyl (meth)acrylate, N,N-dimethylaminoethyl (meth)acrylate,N,N-dimethylaminopropyl (meth)acrylate, N,N-dimethylaminodimethylpropyl(meth)acrylate, N,N-diethyleaminoethyl (meth)acrylate,N,N,N-trimethylaminoethyl (meth)acrylate, salts of the ethylenic amines,or silicone macromonomers.

In certain embodiments, the amides of (meth)acrylic monomers can, forexample, be made of (meth)acrylamide, N-alkyl (meth)acrylamides,N—(C1-C12) alkyl (meth)acrylates such as N-ethyl (meth)acrylamide,N-t-butyl (meth)acrylamide, N-t-octyl (meth)acrylamide, N-methylol(meth)acrylamide, N-diacetone (meth)acrylamide, or mixtures thereof.

In certain embodiments, the vinyl monomers can include, but are notlimited to, vinyl cyanide compounds such as acrylonitrile ormethacrylonitrile; vinyl esters such as vinyl formate, vinyl acetate,vinyl propionate, vinyl neodecanoate, vinyl pivalate, vinyl benzoate,vinyl t-butyl benzoate, or triallyl cyanurate; vinyl halides such asvinyl chloride or vinylidene chloride; aromatic mono- or divinylcompounds such as styrene, α-methylstyrene, chlorostyrene, alkylstyrene,divinylbenzene or diallyl phthalate; or mixtures thereof. In otherembodiments, the vinyl mononers can include include para-styrensulfonic,vinylsulfonic, 2-(meth)acryloyloxyethylsulfonic, or2-(meth)acrylamido-2-methylpropylsulfonic acids.

The list of monomers given is not limiting, and it should be understoodthat it is possible to use any monomer known to those skilled in the artwhich includes acrylic and/or vinyl monomers (including monomersmodified with a silicone chain).

In certain embodiments, silicone acrylic polymers may also optionally beused as vinyl polymer in at least one exemplary and non-limitingembodiment.

In other embodiments, one of the at least two latex polymers may bechosen from polyurethane latex polymers, such as aqueous polyurethanedispersions comprising the reaction products of (i), (ii), and/or (iii),defined below.

Reaction product (i) may be any prepolymer according to the formula:

wherein R₁ is chosen from bivalent radicals of a dihydroxyl functionalcompound, R₂ is chosen from hydrocarbon radicals of an aliphatic orcycloaliphatic polyisocyanate, R₃ is chosen from radicals of a lowmolecular weight diol, optionally substituted with ionic groups, nranges from about 0 to about 5, and m is greater than about 1.

Suitable dihydroxyl compounds for providing the bivalent radical R₁include those having at least two hydroxy groups, and having numberaverage molecular weights ranging from about 700 to about 16,000, suchas, for example, from about 750 to about 5000. Non-limiting examples ofthe high molecular weight compounds include polyester polyols, polyetherpolyols, polyhydroxy polycarbonates, polyhydroxy polyacetals,polyhydroxy polyacrylates, polyhydroxy polyester amides, polyhydroxypolyalkadienes and polyhydroxy polythioethers. In various embodiments,polyester polyols, polyether polyols, or polyhydroxy polycarbonates maybe chosen. Mixtures of such compounds are also within the scope of thedisclosure.

In some embodiments, the polyester diol may optionally be prepared fromaliphatic, cycloaliphatic, or aromatic dicarboxylic or polycarboxylicacids, or anhydrides thereof; or dihydric alcohols such as diols chosenfrom aliphatic, alicyclic, or aromatic diols.

In other embodiments, the aliphatic dicarboxylic or polycarboxylic acidsmay be chosen from succinic, fumaric, glutaric, 2,2-dimethylglutaric,adipic, itaconic, pimelic, suberic, azelaic, sebacic, maleic, malonic,2,2-dimethylmalonic, nonanedicarboxylic, decanedicarboxylic,dodecanedioic, 1,3-cyclohexanedicarboxylic, 1,4-cyclohexanedicarboxylic,2,5-norboranedicarboxylic, diglycolic, thiodipropionic,2,5-naphthalenedicarboxylic, 2,6-naphthalenedicarboxylic, phthalic,terephthalic, isophthalic, oxanic, o-phthalic, tetrahydrophthalic,hexahydrophthalic, trimellitic acid, or mixtures thereof.

In various embodiments, the acid anhydrides may be chosen fromo-phthalic, trimellitic, succinic acid anhydride or mixtures thereof. Inanother embodiment, the dicarboxylic acid may be adipic acid.

In certain embodiments, the dihydric alcohols may be chosen from, forexample, ethanediol, ethylene glycol, diethylene glycol, triethyleneglycol, trimethylene glycol, tetraethylene glycol, 1,2-propanediol,dipropylene glycol, tripropylene glycol, tetrapropylene glycol,1,3-propanediol, 1,4-butanediol, 1,3-butanediol, 2,3-butanediol,1,5-pentanediol, 1,6-hexanediol, 2,2-dimethyl-1,3-propanediol,1,4-dihydroxycyclohexane, 1,4-dimethylolcyclohexane,cyclohexanedimethanol, 1,8-octanediol, 1,10-decanediol,1,12-dodecanediol, neopentyl glycol, or mixtures thereof. In otherembodiments, the cycloaliphatic and/or aromatic dihydroxyl compounds mayalso be suitable as the dihydric alcohol(s) for the preparation of thepolyester polyol(s).

In certain embodiments, the polyester diols may be chosen fromhomopolymers or copolymers of lactones, which are, in at least certainembodiments, obtained by addition reactions of lactones or lactonemixtures, such as butyrolactone, ε-caprolactone and/ormethyl-ε-caprolactone with the appropriate polyfunctional, for exampledifunctional, starter molecules such as, for example, the dihydricalcohols mentioned above. In some embodiments, the correspondingpolymers of ε-caprolactone may be chosen.

In certain embodiments, the polyester polyol, for example polyesterdiol, radical R₁, may be obtained by polycondensation of dicarboxylicacids, such as adipic acid, with polyols, for example diols, such ashexanediol, neopentyl glycol, or mixtures thereof.

In certain embodiments, the polycarbonates containing hydroxyl groupscomprise those known per se, such as the products obtained by reactingdiols, such as (1,3)-propanediol, (1,4)-butanediol and/or(1,6)-hexanediol, diethylene glycol, triethylene glycol, ortetraethylene glycol with diaryl carbonates, for example diphenylcarbonate or phosgene.

In certain embodiments, optional polyether polyols may be obtained inany known manner by reacting starting compounds which contain reactivehydrogen atoms with alkylene oxides, such as ethylene oxide; propyleneoxide; butylene oxide; styrene oxide; tetrahydrofuran; epichlorohydrin,or mixtures thereof. In certain embodiments, the polyethers do notcontain more than about 10% by weight of ethylene oxide units. In otherembodiments, polyethers obtained without addition of ethylene oxide maybe chosen.

In other embodiments, polyethers modified with vinyl polymers may bechosen. Products of this type can be obtained by polymerization, forexample, of styrene and acrylonitrile in the presence of polyethers, forexample as described in U.S. Pat. Nos. 3,383,351; 3,304,273; 3,523,095;3,110,695; and German patent 1 152 536, all incorporated by referenceherein.

In certain embodiments, the polythioethers may be chosen fromcondensation products obtained from thiodiglycol per se and/or withother glycols, dicarboxylic acids, formaldehyde, aminocarboxylic acids,and/or amino alcohols. In other embodiments, the products obtained areeither mixed polythioethers, polythioether esters, or polythioetherester amides, depending on the co-components.

In certain embodiments, the polyacetals may be chosen from compoundswhich can be prepared from aldehydes, such as formaldehyde, and fromglycols, such as diethylene glycol, triethylene glycol, ethoxylated4,4′-(dihydroxy)diphenyl-dimethylmethane, or (1,6)-hexanediol.Polyacetals according to various non-limiting embodiments of thedisclosure can also be prepared by polymerization of cyclic acetals.

In certain embodiments, optional polyhydroxy polyesteramides andpolyamines include, for example, the mainly linear condensation productsobtained from saturated or unsaturated, polybasic carboxylic acids oranhydrides thereof; from saturated or unsaturated, polyvalent aminoalcohols; from diamines; from polyamines; or mixtures thereof.

In certain embodiments, optional monomers for the production ofpolyacrylates having hydroxyl functionality include acrylic acid,methacrylic acid, crotonic acid, maleic anhydride, 2-hydroxyethylacrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl acrylate,2-hydroxypropyl methacrylate, 3-hydroxypropyl acrylate, 3-hydroxypropylmethacrylate, glycidyl acrylate, glycidyl methacrylate,2-isocyanatoethyl acrylate, or 2-isocyanatoethyl methacrylate.

In certain embodiments, mixtures of dihydroxy compounds may be chosen.

In various embodiments, optional polyisocyanates for providing thehydrocarbon-based radical R₂ include, for example, organic diisocyanateshaving a molecular weight ranging from about 100 to about 1500, fromabout 112 to about 1000, or from about 140 to about 400.

In other embodiments, optional diisocyanates are chosen from the generalformula R₂(NCO)₂, in which R₂ represents a divalent aliphatichydrocarbon group comprising from about 4 to 18 carbon atoms, a divalentcycloaliphatic hydrocarbon group comprising from about 5 to 15 carbonatoms, a divalent araliphatic hydrocarbon group comprising from about 7to 15 carbon atoms, or a divalent aromatic hydrocarbon group comprisingfrom about 6 to 15 carbon atoms. Examples of the organic diisocyanatesinclude tetramethylene diisocyanate, 1,6-hexamethylene diisocyanate,dodecamethylene diisocyanate, cyclohexane-1,3-diisocyanate andcyclohexane-1,4-diisocyanate,1-isocyanato-3-isocyanatomethyl-3,5,5-trimethylcyclohexane (isophoronediisocyanate or IPDI), bis(4-isocyanatocyclohexyl)-methane,1,3-bis(isocyanatomethyl)cyclohexane,1,4-bis(isocyanatomethyl)cyclohexane,bis(4-isocyanato-3-methylcyclohexyl)methane, or mixtures thereof.

In certain embodiments, the diisocyanates are chosen from aliphatic orcycloaliphatic diisocyanates, for example, 1,6-hexamethylenediisocyanate, isophorone diisocyanate, dicyclohexylmethane diisocyanate,or mixtures thereof.

In some embodiments, the use of diols, for example low molecular weightdiols, R₃, may allow a stiffening of the polymer chain. The expression“low molecular weight diols” means diols having a molecular weightranging from about 50 to about 800, such as about 60 to 700, or about 62to 200. They may, in various embodiments, contain aliphatic, alicyclic,or aromatic groups. In certain embodiments, the compounds contain onlyaliphatic groups. In other embodiments, the diols may have up to about20 carbon atoms, and may be chosen, for example, from ethylene glycol,diethylene glycol, propane-1,2-diol, propane-1,3-diol, butane-1,4-diol,1,3-butylene glycol, neopentyl glycol, butylethylpropanediol,cyclohexanediol, 1,4-cyclohexanedimethanol, hexane-1,6-diol, bisphenol A(2,2-bis(4-hydroxyphenyl)propane), hydrogenated bisphenol A(2,2-bis(4-hydroxycyclohexyl)propane), or mixtures thereof.

In other embodiments, the low molecular weight diols may contain ionicor potentially ionic groups. Suitable low molecular weight diolscontaining ionic or potentially ionic groups may be chosen from thosedisclosed in U.S. Pat. No. 3,412,054, incorporated by reference herein.In various embodiments, compounds may be chosen from dimethylolbutanoicacid (DMBA), dimethylolpropionic acid (DMPA), or carboxyl-containingcaprolactone polyester diol. If low molecular weight diols containingionic or potentially ionic groups are chosen, they may be used in anamount such that less than about 0.30 meq of —COOH is present per gramof polyurethane in the polyurethane dispersion. In certain embodiments,the low molecular weight diols containing ionic or potentially ionicgroups are not used.

Reaction product (ii) may be chosen from at least one chain extenderaccording to the formula:H₂N—R4-NH₂wherein R4 is chosen from alkylene or alkylene oxide radicals, saidradicals not being substituted with ionic or potentially ionic groups.

Reaction product (ii) may optionally be chosen from alkylene diamines,such as hydrazine, ethylenediamine, propylenediamine,1,4-butylenediamine or piperazine; and alkylene oxide diamines such asdipropylamine diethylene glycol (such as DPA-DEG sold by the companyTomah Products), 2-methyl-1,5-pentanediamine (such as Dytec A sold bythe company DuPont), hexanediamine, isophoronediamine, and4,4-methylenedi(cyclohexylamine), and the DPA-series of ether aminesavailable from the company Tomah Products, including dipropylaminepropylene glycol, dipropylamine dipropylene glycol, dipropylaminetripropylene glycol, dipropylamine poly(propylene glycol), dipropylamineethylene glycol, dipropylamine poly(ethylene glycol), dipropylamine1,3-propanediol, dipropylamine 2-methyl-1,3-propanediol, dipropylamine1,4-butanediol, dipropylamine 1,3-butanediol, dipropylamine1,6-hexanediol, dipropylamine cyclohexane-1,4-dimethanol, or mixturesthereof.

Reaction product (iii) may be chosen from at least one chain extenderaccording to the formula:H₂N—R5-NH₂wherein R5 is chosen from alkylene radicals substituted with ionic orpotentially ionic groups. In certain exemplary embodiments, thecompounds may have an ionic or potentially ionic group and twoisocyanate-reactive groups.

As used herein, ionic or potentially ionic groups may include groupscomprising ternary or quaternary ammonium groups, groups convertibleinto such groups, carboxyl groups, carboxylate groups, sulphonic acidgroups, or sulphonate groups. At least partial conversion of the groupsconvertible into salt groups of the type mentioned may take place beforeor during the mixing with water. Specific compounds includediaminosulphonates, for example the sodium salt ofN-(2-aminoethyl)-2-aminoethanesulphonic acid (AAS) or the sodium salt ofN-(2-aminoethyl)-2-aminopropionic acid.

In certain embodiments, R5 represents an alkylene radical substitutedwith sulphonic acid or sulphonate groups. By way of example only, thereaction product (iii) is chosen from sodium salts ofN-(2-aminoethyl)-2-aminoethanesulphonic acid.

In various embodiments according to the disclosure, it may be possibleto choose a polymer that comprises both acrylate and polyurethane partsat the molecular level.

In certain embodiments, carboxylic acid-containing latex polymers may bechosen from aqueous dispersions of the following ionic latex polymerscontaining acrylic acid:

Latex INCI Name Sold By Anionic Containing Acrylic Acid Groups LUVIFLEXSoft Acrylates copolymer BASF FIXATE Polyacrylate-2 CrosspolymerLubrizol Superhold NEOCRYL A- Styrene/Acrylic copolymer DSM 1120 ACULYN33 Acrylates Copolymer Dow Chemical LUVIMER MAE Acrylates copolymer BASFBALANCE CR Acrylates copolymer Akzo Nobel ACUDYNE DHRAcrylates/hydroxyesters Dow Chemical Acrylates Copolymer ACUDYNE 180Acrylates/Hydroxyesters Dow Chemical POLYMER Acrylates Copolymer ACUDYNEStyrene/Acrylates Copolymer Dow Chemical SHINE ACUDYNE BOLDStyrene/Acrylates Copolymer Dow Chemical JONCRYL 77 Styrene/AcrylatesCopolymer BASF SYNTRAN Styrene/Acrylates/Ammonium Interpolymer PC5620 CGMethacrylate Copolymer SYNTRAN 5009- Styrene/Acrylates/AmmoniumInterpolymer CG Methacrylate Copolymer SYNTRAN 5190- Acrylates CopolymerInterpolymer CG SYNTRAN 5760- Styrene/Acrylates/Ammonium Interpolymer CGMethacrylate Copolymer SYNTRAN 5620 Styrene/Acrylates/AmmoniumInterpolymer Methacrylate Copolymer SYNTRAN 5762Styrene/Acrylates/Ammonium Interpolymer Methacrylate Copolymer SYNTRAN5288 Ethylene/acrylic acid Interpolymer copolymer (and)styrene/acrylates copolymer (and) c11-15 pareth-40 (and) c11-15 pareth-7(and) sodium laureth-12 sulfate SYNTRAN Polyacrylate-15 InterpolymerPC5208 ACULYN 28 Acrylates/Beheneth-25 Dow Chemical MethacrylateCrosspolymer Copolymer ACULYN 88 Acrylates/Steareth-20-25 Dow ChemicalMethacrylate Crosspolymer Copolymer DERMACRYL Acrylic Copolymer AkzoNobel AQF DAITOSOL 5500 Acrylates/Ethylhexyl Acrylate Kobo Products GMcopolymer Inc. DAITOSOL 3000 Acrylates Copolymer Kobo Products SLPN Inc.DAITOSOL Acrylates Copolymer Kobo Products 3000VP3 Inc. DAITOSOL 5000Acrylates/Ethylhexyl Acrylate Kobo Products PO copolymer Inc. DAITOSOLU9-40 Polyurethane-1, Acrylates Kobo Products GM Copolymer Inc.Amphoteric Containing Acrylic Acid Groups SYNTRAN Polyquaternium-91(and) Interpolymer PC5330 Polyacrylate-15 SYNTRAN Polyquaternium-91(and) Interpolymer PC5500 Polyacrylate-15 SYNTRAN Polyacrylate-21 (and)Interpolymer PC5100-CG Acrylates/Dimethylaminoethyl Methacrylatecopolymer SYNTRAN Acrylates/ethylhexyl Interpolymer PC5775 acrylate/hemacopolymer (and) acrylates/diethylaminoethyl methacrylate/ethylhexylacrylate copolymer (and) isodeceth-6 (and) caprylyl glycol (and) sodiumlaureth sulfate SYNTRAN Polyacrylate-15 (and) Interpolymer PC5227 CGpolyacrylate-17 (and) butylene glycol

In some embodiments, the hair styling compositions described herein mayfurther comprise a nonionic latex polymer. In one or more embodiments,the nonionic latex polymer may be chosen from:

Latex INCI Name Sold By DAITOSOL 5000 Acrylates copolymer Kobo ProductsAD Inc. DAITOSOL 5000 Polyacrylate-2 Crosspolymer Kobo Products SJ Inc.DAITOSOL 5000 Styrene/Acrylates Copolymer Kobo Products STY Inc.DAITOSOL 4000 Acrylates/Ethylhexyl Acrylate Kobo Products SJT CopolymerInc.Coalescing Agents and Plasticizers

The compositions according to the disclosed embodiments may optionallycomprise at least one component chosen from coalescing agents andplasticizers. Without wishing to be bound by theory, it is believed thatthe addition of coalescing agents and/or plasticizers may lower theglass transition temperature (Tg), decrease the Young's modulus, and/orincrease the strain of latex polymers and/or the films formed by latexpolymers. Further, the at least one coalescing agent and/or plasticizermay also be used to aid coating formation of the latex film to form acontinuous and homogeneous film or coating and to improve adhesion.While the lowering of the Tg of the latex polymers can result in asoftening of the film or coating formed by the latex polymers, it hasbeen found that the coating or film produced on hair treated with thecompositions of the disclosure imparts a stronger styling hold to thehair and a more balanced coating or film.

In various embodiments, the coalescing agents and/or plasticizers may bechosen from glycols and their derivatives, such as glycol ethers, forexample, ethylene glycol, propylene glycol, diethylene glycol ethylether, diethylene glycol methyl ether, diethylene glycol butyl ether,diethylene glycol hexyl ether, diethylene glycol dibutyl ether, ethyleneglycol methyl ether, ethylene glycol ethyl ether, ethylene glycol butylether, or ethylene glycol hexyl ether; glycol esters, such as diethyleneglycol butyl ether acetate, propylene glycol dibenzoate or dipropyleneglycol dibenzoate; cellulose esters, such as sucrose acetate; propyleneglycol derivatives, such as propylene glycol phenyl ether, propyleneglycol diacetate, dipropylene glycol butyl ether, tripropylene glycolbutyl ether, propylene glycol methyl ether, dipropylene glycol ethylether, tripropylene glycol methyl ether, diethylene glycol methyl ether,or propylene glycol butyl ether.

In other embodiments, the coalescing agents and/or plasticizers may bechosen from acid esters, such as carboxylic acid esters. In otherembodiments, the component chosen from coalescing agents andplasticizers may be chosen from acetates, such as glycerol triacetate;citrates, such as triethyl citrate, tributyl citrate, triethylacetylcitrate, tributyl acetylcitrate, ortri(2-ethylhexyl)acetylcitrate; phthalates, such as diethyl phthalate,dibutyl phthalate, dioctyl phthalate, dipentyl phthalate, dimethoxyethylphthalate, butyl phthalate, or 2-ethylhexyl phthalate; phosphates, suchas tricresyl phosphate, tributyl phosphate, triphenyl phosphate, ortributoxyethyl phosphate; tartrates, such as dibutyl tartrate; orsebacates, such as dimethyl sebacate or dibutyl sebacate.

In other embodiments, the coalescing agents and/or plasticizers may bechosen from, fatty acid esters, such as adipic acid esters, for example,diisobutyl adipate or diethyl adipate; stearic acid esters, such asethyl stearate; or palmitic acid esters, such as 2-ethylhexyl palmitate,succinates, abietates, caprylates, caproates, enanthates, or myristates.

In further embodiments, the coalescing agents and/or plasticizers may bechosen from carbonates, such as ethylene carbonate or propylenecarbonate; benzyl benzoate, sucrose benzoate, butyl acetylricinoleate,glyceryl acetylricinoleate, butyl glycolate, camphor,N-ethyl-o,p-toluenesulphonamide, or ethyl tosylamide.

In further embodiments, the coalescing agents and/or plasticizers may bechosen from compounds comprising at least one fatty acid chosen fromcaprylic acid, capric acid, lauric acid, myristic acid, palmitic acid,stearic acid, oleic acid, ricinoleic acid, linoleic acid, linolenicacid, arachidic acid, gadoleic acid, behenic acid, erucic acid,brassidic acid, cetoleic acid, lignoceric acid, or nervonic acid.

In further embodiments, the coalescing agents and/or plasticizers may bechosen from alcohols such as hexanol or benzyl alcohol.

In preferred embodiments, the coalescing agents and/or plasticizers maybe chosen from propylene glycol dibenzoate, sold under the tradenameLexfeel® Shine by the company Inolex, dipropylene glycol dibenzoate,sold under the tradename Dermol DPG-2b by the company Alzo, andpropylene glycol butyl ether, sold under the tradename Dowanol™ PnB bythe company Dow Chemical.

It should be understood that mixtures of the above agents may be usedaccording to various embodiments.

In various embodiments, the at least one component chosen fromcoalescing agents and plasticizers may be present in an amount rangingfrom about 0.1% to about 20% by weight, from about 0.1% to about 10% byweight, or from about 0.1% to about 5% by weight, with respect to thetotal weight of the composition.

In various embodiments, the at least one component chosen fromcoalescing agents and plasticizers may be present in an amount rangingfrom about 0.1% to about 2% by weight or from about 0.1% to about 1% byweight, with respect to the total weight of the composition.

In other embodiments, compositions of the disclosure may comprise atleast one water-soluble resin such as polyethylene oxide having amolecular weight ranging from about 100,000 to about 10,000,000.Examples of such polyethylene oxides include, but are not limited to,Polyox water-soluble resins manufactured by the company Dow under theINCI names of PEG-2M, PEG-5M, PEG-7M, PEG-14M, PEG-23M, PEG-45M,PEG-90M, PEG-160M, and PEG-180M. PEG-90M is known under the tradenamePolyox™ WSR 301 and PEG-45M is known under the tradename Polyox™ WSR60k. The amounts of water-soluble resins in the compositions, whenpresent, may range from about 0.1% to about 2% by weight, relative tothe total weight of the composition.

Solvent

In addition to a solvent chosen from water, the compositions accordingto the disclosed embodiments may further comprise at least onecosmetically acceptable organic solvent. In certain embodiments, the atleast one solvent in the compositions of the invention may be chosenfrom water, at least one cosmetically acceptable organic solvent, or amixture of water and at least one cosmetically acceptable organicsolvent. The cosmetically acceptable organic solvent may be chosen fromvolatile or non-volatile organic solvents.

In various embodiments, the cosmetically acceptable organic solvents maybe water-miscible, e.g. a mixture capable of forming at 25° C. ahomogeneous mixture that is transparent, or substantially transparent,to the eye, chosen from lower monoalcohols, such as those containingfrom about 1 to 5 carbon atoms, for example ethanol or isopropanol;polyols, including glycols, such as those containing from about 2 to 8carbon atoms, for example propylene glycol, ethylene glycol,1,3-butylene glycol, dipropylene glycol, pentylene glycol, hexyleneglycol, glycerin, ethylhexylglycerin; hydrocarbons, such as, forexample, isododecane or mineral oil; silicones, such as dimethicones,trisiloxanes, cyclomethicones, or cyclopentasiloxane; or mixturesthereof.

In some embodiments, the cosmetically acceptable organic solvent ischosen from propylene glycol, glycerin, ethylhexylglycerin, trisiloxane,dimethicone, isododecane, mineral oil, or mixtures thereof.

In certain embodiments, the latex polymer particles are not soluble inthe solvent of the composition, and thus remain in particulate formwhile in the composition and after evaporation of the solvent. Forexample, in embodiments where the composition comprises alcohol as acosmetically acceptable organic solvent, the latex particles may remainin particulate form upon evaporation of the alcohol, such as once thecomposition is applied to a substrate.

According to various embodiments, the at least one solvent may bepresent in an amount ranging up to about 95% by weight, from about 1% toabout 90% by weight, or from about 5% to about 80% by weight, relativeto the total weight of the composition.

Additional Components

The compositions according to the disclosed embodiments may furthercomprise additional components that are typically used in hair cosmeticcompositions. Such components are known to those of skill in the art, orare within the ability of those of skill in the art to determinedepending on the particular application, such as, for example,aminofunctional silicones, alkylpolyglucosides, anionic surfactants,cationic surfactants, cationic polymers, organic amines, carbonatecompounds, emulsifying agents, fillers, pigments, conditioning agents,moisturizing agents, shine agents, sequestering agents, fragrances,preservatives, pH modifiers/neutralizing agents, stabilizers, salts, ormixtures thereof.

In one or more embodiments, the hair styling composition does notfurther comprise an acid (i.e., other than the acidity provided by thecarboxylic acid groups on the latex film former). In some embodiments,such acids may include mineral or organic acids, such as hydrochloricacid, orthophosphoric acid, sulfuric acid, sulfonic acids, andcarboxylic acids. Examples of carboxylic acids, include, for instance,acetic acid, tartaric acid, citric acid, and lactic acid. In someembodiments, such acids may be selected from the group consisting oflactic acid, phosphoric acid, orthophosphoric, citric acid, pyruvicacid, malic acid, hydrochloric acid or sulfuric acid, sulfonic acid andmixtures thereof.

In various embodiments, the composition described herein may have a pHranging from about 3 to about 10, such as about 4 to about 8, or about 6to about 7.

Methods of Preparation

Another aspect of the invention pertains to a method of preparing thecompositions described herein. In some embodiments, the method comprisesmixing the at least one alkoxysilane having at least one solubilizingfunctional group and at least one amino substituent with at least oneacid, and at least one ionic latex film former. In one or moreembodiments, the order of mixing the ingredients does not matter.

Methods of Use

In some embodiments, the compositions are in the form of hair stylingcompositions, in any form, such as, for example, a gel, an oil-gel, alotion, an emulsion, or a liquid that may be sprayed onto or otherwiseapplied to the hair. In certain exemplary embodiments, the compositionis provided in the form of a cream, mousse, or a spray.

In various embodiments, the composition is a hair styling or a hair carecomposition that provides styling or shaping benefits to the hair (e.g.,styling hold, straightening, curling, curl definition). In otherembodiments, the hair styling or hair care composition providesmanageability benefits to hair (e.g., anti-frizz, smoothing, softness,conditioning). According to various embodiments, by “hair stylingcomposition” or by “hair care composition”, the composition is meant tobe applied to hair on the head other than eyelashes and/or eyebrows.Hair styling and hair care compositions and mascaras are sometimesdistinguishable based on the components of the compositions and/or theeffects of the compositions when applied. In some embodiments, at leastone component of a hair styling composition is not compatible for use ina mascara. In other embodiments, at least one component of a mascara isnot compatible for use in a hair styling or hair care composition.

According to some embodiments, the composition is not applied to theeyelashes and/or eyebrows. In certain embodiments, the composition isnot a mascara.

In certain embodiments, the composition may be applied to the hair byfirst applying to the hands, and then contacting the hair with thehands. In other embodiments, the composition may be applied directlyonto the hair, such as by spraying. In other embodiments, thecomposition may be applied to wet or dry hair. The compositions may, invarious embodiments, be applied to the hair as a leave-on treatment.

Also disclosed herein are methods for styling the hair, said methodscomprising applying a composition according to the disclosure to thehair, either before, during, or after styling the hair. One or moresteps of treating the hair with an external stimulus, such as heat,before, during, or after the composition has been applied to the hairare also contemplated. Additional methods comprise applying acomposition according to disclosure to dry hair to achieve a desiredshape.

In one or more embodiments, the hair is allowed to air dry afterapplication of the composition, and no heat is applied to the hair. Insome embodiments, the hair is allowed to air dry after application ofthe composition, and is styled or shaped with no heat being applied tothe hair.

Styling or shaping the hair may involve the use of devices on hair suchas a brush, a comb or running the fingers of the hand through the hair.

In one embodiment, the application of an external stimuli, such as heat,may be part of the hair styling process. By way of example only, before,during, or after the composition is applied to wet or dry hair, the hairmay optionally be further treated with an external stimulus, for examplewith heat ranging from about 25° C. to about 250° C. In at least certainembodiments, the hair may also be shaped or positioned as desired whileexposed to external stimuli, such as while heated or exposed to heat.

Professional and consumer heating tools can be used as a means todeliver heat or an elevated temperature to the hair. The heating toolscan generate heat through electrical current or heating lamps. Dependingupon the desired style, these tools include, but are not limited to,heaters, blow dryers, flat irons, hot combs, hot curler sets, heatedcrimpers, heated wands/brushes, and hood driers or their combinationsthereof.

Also disclosed herein are methods of imparting frizz control ancomprising applying a composition according to the disclosure to thehair.

It should be noted, however, that compositions and films, as well ashair to which the composition or film has been applied, according to thedisclosure may not have one or more of the herein-referenced properties,yet are intended to be within the scope of the disclosure.

It is to be understood that both the foregoing description and thefollowing Examples are exemplary and explanatory only, and are not to beinterpreted as restrictive of the disclosure. Moreover, it should beunderstood that various features and/or characteristics of differingembodiments herein may be combined with one another. It is therefore tobe understood that numerous modifications may be made to theillustrative embodiments and that other arrangements may be devisedwithout departing from the scope of the disclosure. Other embodimentswill be apparent to those skilled in the art from consideration of thedisclosure and practice of the various exemplary embodiments disclosedherein.

It is also to be understood that, as used herein the terms “the,” “a,”or “an,” mean “at least one,” and should not be limited to “only one”unless explicitly indicated to the contrary. Thus, for example, the useof “a surfactant” is intended to mean at least one surfactant unless thecontext clearly indicates otherwise.

It should be understood that all patents and published patentapplications referenced are incorporated herein in their entireties.

While various features, elements or steps of particular embodiments maybe disclosed using the transitional phrase “comprising,” it is to beunderstood that alternative embodiments, including those that may bedescribed using the transitional phrases “consisting” or “consistingessentially of,” are implied. Thus, for example, implied alternativeembodiments to a method that comprises A+B+C include embodiments where amethod consists of A+B+C and embodiments where a method consistsessentially of A+B+C. As described, the phrase “at least one of A, B,and C” is intended to include “at least one A or at least one B or atleast one C,” and is also intended to include “at least one A and atleast one B and at least one C.”

All ranges and amounts given herein are intended to include subrangesand amounts using any disclosed point as an end point. Thus, a range of“1% to 10%, such as 2% to 8%, such as 3% to 5%,” is intended toencompass ranges of “1% to 8%,” “1% to 5%,” “2% to 10%,” and so on.

All numbers, amounts, ranges, etc., are intended to be modified by theterm “about,” whether or not so expressly stated. Similarly, a rangegiven of “about 1% to 10%” is intended to have the term “about”modifying both the 1% and the 10% endpoints.

Unless otherwise expressly stated, it is in no way intended that anymethod set forth herein be construed as requiring that its steps beperformed in a specific order. Accordingly, where a method claim doesnot expressly recite an order to be followed by its steps or it is nototherwise specifically stated in the claims or descriptions that thesteps are to be limited to a specific order, it is no way intended thatany particular order be inferred.

It should be understood that compositions according to variousembodiments of the disclosure form a film when applied to a substrate.However, the various properties of the film described herein areintended to include any film provided by compositions according to thedisclosure, regardless of whether the film is attached or bonded to thesubstrate or not. By way of example only, once the compositions areapplied to a substrate and a film is formed, the film may subsequentlybe removed in order to evaluate properties such as strain and Young'smodulus.

Unless otherwise indicated, all numbers expressing quantities ofingredients, reaction conditions, and so forth used in the specificationand claims are to be understood as being modified in all instances bythe term “about.” Accordingly, unless indicated to the contrary, thenumerical parameters set forth in the following specification andattached claims are approximations that may vary depending upon thedesired properties sought to be obtained by the present disclosure. Forexample, the term “about” can mean within 10% of the indicated number(e.g. “about 10%” means 9%-11% and “about 2%” means 1.8%-2.2%), such aswithin 9%, 8%, 7%, 6%, 5%, 4%, 3%, 2%, or 1%, according to variousembodiments.

Notwithstanding that the numerical ranges and parameters setting forththe broad scope of the disclosure are approximations, unless otherwiseindicated the numerical values set forth in the specific examples arereported as precisely as possible. Any numerical value, however,inherently contains certain errors necessarily resulting from thestandard deviation found in their respective testing measurements. Theexample that follows serves to illustrate embodiments of the presentdisclosure without, however, being limiting in nature.

It is understood that when an amount of a component is given, it isintended to signify the amount of the active material, unless otherwiseindicated.

The compositions and methods according to the present disclosure cancomprise, consist of, or consist essentially of the elements andlimitations described herein, as well as any additional or optionalingredients, components, or limitations described herein or otherwiseknown in the art.

EXAMPLES

The following Examples are intended to be non-restrictive andexplanatory only, with the scope of the disclosed embodiments. Theingredient amounts in the compositions/formulas described below areexpressed in % by weight, based on the total weight of the composition.In all cases, the balance of the formulas was water.

Example 1—Film Properties

Several formulas were prepared according to the tables below.

Film plating: A latex film was obtained by allowing a 30 g watersolution containing 4 g of the latex+APTES (active solid amount) atvarious ratios to dry slowly in a 100 ml PFA Petri dish (100 mmdiameter×15 mm height) at room temperature for at least 3 days.

Film measurement: The latex film, with known dimensions (length, width,thickness), was mounted on the Q800 Dynamic Mechanical Analysis from TAInstrument, and tested in a DMA Temperature Ramp mode. The data wasobtained using the following procedure/settings:

Equilibrate: 10° C.

Isothermal: 2 min

Ramp Rate: 3° C./min

Final Temperature: 150° C.

The storage modulus is obtained from the curve at 25° C. A high storagemodulus represents a hard film, a lower modulus represents a softerfilm. A higher storage modulus may be associated with a better hold as ahair styling agent. The results of the test are shown in Tables 1-3below.

TABLE 1 Syntran ® PC5500¹ APTES² Storage (g of (g of Modulus active)active) (Mpa) Ex. 1A Syntran ® 4 0 605.8 (Comparative) PC5500 only Ex.1B 3:1 3 1 1361 (Inventive) Ex. 1C APTES only 0 4 Too brittle(Comparative) to be measured ¹Polyquaternium-91 (and) polyacrylate-15²Aminopropyl Triethoxysilane

TABLE 2 Syntran ® PC5330¹ APTES² Storage (g of (g of Modulus active)active) (Mpa) Ex. 1D Syntran ® 4 0 498.5 (Comparative) PC5330 only Ex.1E 5:1 3.33 0.67 784.2 (Inventive) Ex. 1F APTES only — — Too brittle to(Comparative) be measured ¹Polyquaternium-91 (and) polyacrylate-15²Aminopropyl Triethoxysilane

TABLE 3 Syntran ® PC5775¹ APTES² Storage (g of (g of Modulus active)active) (Mpa) Ex. 1G Syntrane ® 4 0 86.4 (Comparative) PC5775 only Ex.1H 5:1 3.33 0.67 235 (Inventive) Ex. 1I 2:1 2.67 1.33 464.5 (Inventive)Ex. 1J APTES only Too brittle (Comparative) to be measured¹Acrylates/Ethylhexyl acrylate/HEMA copolymer (and)acrylates/Diethylaminoethylacrylate/Ethylhexylacrylate copolymer²Aminopropyl Triethoxysilane

As seen from Tables 1-3, the inventive formulas always displayed thehighest storage modulus without being too brittle.

Example 2—High Humidity Curl Retention (HHCR)

Four formulas were prepared as shown in Table 4. In 2A contained only anacrylic copolymer active. 2B-D contained the same acrylic copolymer, butneutralized with aminomethyl propanol (AMP) and/or APTES.

Hair Treatment: Bleached hair swatches (from HIP, 14.5 cm long, about0.5 g) were treated with a solution of the formulas (0.5 g solution/ghair). The hair was combed until the solution uniformly distributed overthe hair swatch surface. The treated hair was then rolled onto a spiralrod (0.5 in diameter) and allowed to dry at room temperature overnightto provide coiled hair.

Curl Retention Measurement: The coiled hair was removed from the rod andplaced in the humidity chamber at 90% relative humidity, 25° C. for 24hours. The Curl Retention was calculated as: (Lo−Lf)/(Lo−Li)×100,wherein Lo=Fully extended hair length (14.5 cm), Li=Initial coiled hairlength before humidity exposure, and Lf=Final hair length after 24 hourexposure.

TABLE 4 Dermacryl ® AQF¹ AMP APTES² (% of % of % of HHCR actives)actives) actives) (%) 2A Dermacryl ® 2 0 0 36.9 (Com- AQF¹ parative) 2B100% Neut. 2 0.28 0 54.02 (Com- With AMP parative) 2C 100% Neut. by 20.08 0.49 71.11 (In- 30% AMP + ventive) 70% APTES 2D 100% Neut. by 2 00.7 Not (In- APTES measurable ventive) in simplex water system ¹AcrylicCopolymer ²APTES = 3-aminopropyltriethoxysilane

The results indicate that the neutralized latex solution has better curlretention at high humidity than non-neutralized latex. The use of APTESas co-neutralizer further enhanced the curl retention. APTES as the soleneutralization agent was not measurable due to a stability problem in asimplex water system. It is thought that stability could be restored byuse of additional ingredients (e.g., thickeners), with the formula stilldemonstrating good high humidity curl retention properties.

Example 3—Anti-Frizz Properties after Blow Dry Application

Frizzy hair swatches were washed with a shampoo. 0.1 g of the formulasshown in the table below were applied to the hair. The swatches werethen blow-dried for 45 seconds. Ease of brushing was evaluated on ascale of 1-5, with 1 denoting most difficult to brush and 5 denotingeasiest to brush. The swatches were then placed in a humidity chamberfor 5 hours (90% relative humidity at 40° C.). Frizz control was thenevaluated, also on a scale of 1-5, with 1 denoting worst frizz controland 5 denoting best frizz control. The results are also shown in Table 5below.

TABLE 5 Syntran ® Neutralized PC5330¹ APTES² Ease of Frizz (% of (% ofbrushing Cont. actives) APTES) (1-5) (1-5) 3A (Comparative) 2.5 0 5 2 3B(Comparative) 0 2.5 2 1 3C (Inventive) 2 0.5 5 4 ¹Polyquaternium-91(and) Polyacrylate-15 ²APTES = 3-aminopropyltriethoxysilane

As seen from the table, hair treated with the inventive compositiondisplayed a synergistic effect with respect to frizz control whencompared to hair treated with either material alone.

Example 4—Anti-Frizz Properties after Air Dry Application

Frizzy hair swatches were washed with a shampoo. Each of the formulasshown in the table below were applied to the hair (0.05 g/g of hair).Ease of distribution of the solution on the swatch was evaluated on ascale of 1-5, with 1 denoting most difficult and 5 denoting easiest. Theswatches were then allowed to dry overnight. The swatches were thenplaced in a humidity chamber for 5 hours (90% relative humidity at 40°C.). Frizz control was then evaluated, also on a scale of 1-5, with 1denoting worst frizz control and 5 denoting best frizz control. Theresults are also shown in Table 6 below.

TABLE 6 Syntran ® Neutralized PC5330¹ APTES² Frizz (% of (% of Ease ofCont. actives) APTES) Distribution (1-5) 4A (Comparative) 2.5 0 5 2 4B(Comparative) 0 2.5 2 1 4C (Inventive) 2 0.5 5 4 ¹Polyquaternium-91(and) Polyacrylate-15 ²APTES = 3-aminopropyltriethoxysilane

As seen from the table, hair treated with the inventive compositiondisplayed a synergistic effect with respect to frizz control whencompared to hair treated with either material alone.

Example 5—Adhesion

Seven formulas according to the below table were prepared, each having atotal of 2.5 wt. % active. The same amount of each formula was pouredinto a polypropylene weigh boat (which has a similar surface energy tothat of hair). The films were then peeled and assigned an adhesionvalue. The adhesion value corresponds to the difficulty of peeling thefilms (with 1 being the easiest and 5 being the hardest). Ease ofbrushing and frizz control were also evaluated in the same manner as inExamples 3-4. The results are also shown in Table 7 below.

TABLE 7 Ease Neutralized of Frizz Latex(es) APTES ¹ Adhesion brush Cont.5A 2.5% Syntran ® PC5330² — 1 5 2 (Comparative) 5B  2.5% Daitosol5000AD³ — 5 1 2 (Comparative) 5C — 2.5% 3 2 1 (Comparative) 5D   2%Syntran ® PC5330² 0.5% 2 5 4 (Inventive) 5E   2% Daitosol 5000AD³ 0.5% 31 3 (Comparative) 5F 1.25% Syntran ® PC5330² + — 3 5 3 (Comparative)1.25% Daitosol 5000AD³ 5G   1% Syntran ® PC5330² + 0.5% 5 5 5(Inventive)  0.5% Daitosol 5000AD³ ¹ APTES =3-aminopropyltriethoxysilane ²Polyquaternium-91 (and) Polyacrylate-15³Acrylates copolymer

As seen in the table, the two inventive formulas outperformed betterthan any other combination of ingredients with respect to frizz control.Additionally, the use of the non-ionic latex in Example 5G furtherimproved the adhesion on the substrate.

Example 6—Adhesion

Seven formulas according to the below table were prepared, each having atotal of 2.5 wt. % active, and tested for adhesion according to Example5. Ease of brushing and frizz control were also evaluated in the samemanner as in Examples 3-4. The results are also shown in Table 8 below.

TABLE 8 Ease Neutralized of Frizz Latex(es) ARIES ¹ Adhesion brush Cont.6A 2.5% Syntran ® PC5330² — 1 5 2 (Comparative) 6B 2.5% Daitosol5000STY³ — 4 1 2 (Comparative) 6C — 2.5% 3 2 1 (Comparative) 6D   2%Syntran ® PC5330² 0.5% 2 5 3 (Inventive) 6E   2% Daitosol 5000STY³ 0.5%3 1 3 (Comparative) 6F 1.25% Syntran ® PC5330² + — 3 5 3 (Comparative)1.25% Daitosol 5000STY³ 6G   1% Syntran ® PC5330² + 0.5% 4 5 5(Inventive)  0.5% Daitosol 5000STY³ ¹ APTES =3-aminopropyltriethoxysilane ²Polyquaternium-91 (and) Polyacrylate-15³Styrene/Acrylates Copolymer

As seen in the table, the two inventive formulas performed well in eachparameter. Additionally, the use of the non-ionic latex in Example 6Goutperformed any of the of the other formulas with respect to frizzcontrol.

What is claimed is:
 1. A hair styling composition comprising: a. about0.01 to about 10%, by weight of the total composition, of3-aminopropyltriethoxysilane; and b. about 0.1 to about 20%, by weightof the total composition, of polyacrylate-15.
 2. The hair stylingcomposition of claim 1, further comprising styrene/acrylates copolymer.3. The hair styling composition of claim 2, wherein thestyrene/acrylates copolymer is present in an amount of from about 0.1 toabout 10% by weight of the total composition.
 4. The hair stylingcomposition of claim 1, further comprising a plasticizer.
 5. The hairstyling composition of claim 1, wherein the composition does not furthercomprise an acid.
 6. A method of styling hair, the method comprisingapplying the hair styling composition of claim 1 to hair.
 7. The methodof claim 6, further comprising shaping the hair.